Methanol → HCID 14478923, compound

Participants

Reaction Steps

A mixture of 12.6 g of the olefin mixture of Example 5, 2.0 g of platinum oxide, and 500 ml of methanol was stirred under an atmosphere of hydrogen for 60 h. The catalyst was removed by filtration through a celite pad and the filtrate was evaporated in vacuo. The solid residue was recrystallized from ethanol to afford 10.6 g (83%), m.p. 262°-264° C.; UV (95% EtOH; pH 12). 238 (43,600), 272 (10,900), 347 (5,930); NMR (CDCl3 --CD3OD) 0.89 (3H, t, CH3CH2 --), 1.32 (12H, m, CH2), 2.72 (3H, s, 5--CH3), 2.72 (2H, t, Ar--CH2), 7.20 (1H, d, C7 --H), 7.47 (1H, d, C8 --H). Anal. calc'd for C17H26N4.HCl: C, 63.2; H, 8.43; N, 17.3; Cl, 11.0. Found: C, 63.3; H, 8.46; N, 17.3; Cl, 10.9.

Provenance & Evidence